Home Bromides 781661-94-7
781661-94-7,MFCD11983133
Catalog No.:AA0036JM

781661-94-7 | 3-(2-methoxyethyl)-2-methyl-4,9-dioxo-1-(pyrazin-2-ylmethyl)naphtho[2,3-d]imidazol-1-ium bromide

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1mg
98+%
in stock  
$11.00   $8.00
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5mg
98+%
in stock  
$25.00   $18.00
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10mg
98+%
in stock  
$37.00   $26.00
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA0036JM
Chemical Name:
3-(2-methoxyethyl)-2-methyl-4,9-dioxo-1-(pyrazin-2-ylmethyl)naphtho[2,3-d]imidazol-1-ium bromide
CAS Number:
781661-94-7
Molecular Formula:
C20H19BrN4O3
Molecular Weight:
443.2939
MDL Number:
MFCD11983133
SMILES:
COCCn1c(C)[n+](c2c1C(=O)c1ccccc1C2=O)Cc1cnccn1.[Br-]
Properties
Properties
 
Form:
Solid  
MP:
>180°C (dec.)  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
571  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
6  
Rotatable Bond Count:
5  

Literature

Title: YM155 as an inhibitor of cancer stemness simultaneously inhibits autophosphorylation of epidermal growth factor receptor and G9a-mediated stemness in lung cancer cells.

Journal: PloS one 20170101

Title: Prevention of BMS-777607-induced polyploidy/senescence by mTOR inhibitor AZD8055 sensitizes breast cancer cells to cytotoxic chemotherapeutics.

Journal: Molecular oncology 20140501

Title: Inhibition of pluripotent stem cell-derived teratoma formation by small molecules.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20130827

Title: Sepantronium bromide (YM155) enhances response of human B-cell non-Hodgkin lymphoma to rituximab.

Journal: The Journal of pharmacology and experimental therapeutics 20121001

Title: Survivin is a therapeutic target in Merkel cell carcinoma.

Journal: Science translational medicine 20120509

Title: The survivin suppressant YM155 potentiates chemosensitivity to gemcitabine in the human pancreatic cancer cell line MiaPaCa-2.

Journal: Anticancer research 20120501

Title: A phase II study of YM155, a novel small-molecule suppressor of survivin, in castration-resistant taxane-pretreated prostate cancer.

Journal: Annals of oncology : official journal of the European Society for Medical Oncology 20120401

Title: Overcoming erlotinib resistance in EGFR mutation-positive non-small cell lung cancer cells by targeting survivin.

Journal: Molecular cancer therapeutics 20120101

Title: Mcl-1 downregulation by YM155 contributes to its synergistic anti-tumor activities with ABT-263.

Journal: Biochemical pharmacology 20111101

Title: YM155, a selective survivin suppressant, inhibits tumor spread and prolongs survival in a spontaneous metastatic model of human triple negative breast cancer.

Journal: International journal of oncology 20110901

Title: Antitumor activity of YM155, a selective small-molecule survivin suppressant, alone and in combination with docetaxel in human malignant melanoma models.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20110815

Title: YM155, a novel survivin suppressant, enhances taxane-induced apoptosis and tumor regression in a human Calu 6 lung cancer xenograft model.

Journal: Anti-cancer drugs 20110601

Title: Survivin inhibition is critical for Bcl-2 inhibitor-induced apoptosis in hepatocellular carcinoma cells.

Journal: PloS one 20110101

Title: Marked anti-tumour activity of the combination of YM155, a novel survivin suppressant, and platinum-based drugs.

Journal: British journal of cancer 20100629

Title: Characterization of human organic cation transporter 1 (OCT1/SLC22A1)- and OCT2 (SLC22A2)-mediated transport of 1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(pyrazin-2-ylmethyl)- 4,9-dihydro-1H-naphtho[2,3-d]imidazolium bromide (YM155 monobromide), a novel small molecule survivin suppressant.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20100101

Title: Phase I study of YM155, a novel survivin suppressant, in patients with advanced solid tumors.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20090601

Title: Carrier-mediated uptake of 1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(pyrazin-2-ylmethyl)-4,9-dihydro-1H-naphtho[2,3-d]imidazolium bromide (YM155 monobromide), a novel small-molecule survivin suppressant, into human solid tumor and lymphoma cells.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20090301

Title: Survivin expression in primary malignant melanoma of the esophagus.

Journal: Scandinavian journal of gastroenterology 20090101

Title: Phase I and pharmacokinetic study of YM155, a small-molecule inhibitor of survivin.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20081110

Title: Liquid chromatography-electrospray tandem mass spectrometric assay suitable for quantitation of YM155, a novel small-molecule survivin suppressant, in dog plasma.

Journal: Biomedical chromatography : BMC 20080701

Title: Nakahara T, et al. YM155, a novel small-molecule survivin suppressant, induces regression of established human hormone-refractory prostate tumor xenografts. Cancer Res. 2007 Sep 1;67(17):8014-21.

Title: Iisa T, et al. Radiosensitizing effect of YM155, a novel small-molecule survivin suppressant, in non-small cell lung cancer cell lines. Clin Cancer Res. 2008 Oct 15;14(20):6496-504.

Title: Guo K, et al. A combination of YM-155, a small molecule survivin inhibitor, and IL-2 potently suppresses renal cell carcinoma in murine model. Oncotarget. 2015 Aug 28;6(25):21137-47.

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Tags:781661-94-7 Molecular Formula|781661-94-7 MDL|781661-94-7 SMILES|781661-94-7 3-(2-methoxyethyl)-2-methyl-4,9-dioxo-1-(pyrazin-2-ylmethyl)naphtho[2,3-d]imidazol-1-ium bromide